3-Iodo-4-Methoxybiphenyl

Base Information

• Chemical Name: 3-Iodo-4-Methoxybiphenyl
• CAS No.: 91718-20-6
• Molecular Formula: C13H11 I O
• Molecular Weight: 310.134
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID80397602
• Nikkaji Number: J724.551C
• Mol file: 91718-20-6.mol

Synonyms:3-Iodo-4-Methoxybiphenyl;91718-20-6;2-iodo-1-methoxy-4-phenylbenzene;3-Iodo-4-methoxy-1,1'-biphenyl;2-iodo-1-methoxy-4-phenyl-benzene;3-Iodo-4-methoxy-biphenyl;SCHEMBL4092939;DTXSID80397602;GTVZVAJPVTXFGM-UHFFFAOYSA-N;1,1'-Biphenyl,3-iodo-4-methoxy-;MFCD00079763;AKOS015853904;FT-0676322;A844050

Chemical Property of 3-Iodo-4-Methoxybiphenyl

Chemical Property:

• Vapor Pressure: 1.41E-05mmHg at 25°C
• Melting Point: 89-91°C
• Boiling Point: 378°Cat760mmHg
• Flash Point: 182.4°C
• PSA: 9.23000
• Density: 1.544g/cm³
• LogP: 3.96680
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 309.98546
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

98%min ^*data from raw suppliers

3-Iodo-4-methoxybiphenyl 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC=CC=C2)I

Technology Process of 3-Iodo-4-Methoxybiphenyl

There total 9 articles about 3-Iodo-4-Methoxybiphenyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

4-methoxylbiphenyl (613-37-6) → 3-iodo-4-methoxy-1,1′-biphenyl (91718-20-6)

Guidance literature:

With N-iodo-succinimide; trifluoroacetic acid; at 20 ℃; for 1h;

DOI:10.1021/acs.joc.9b03322

Reference yield: 25.0%

2-iodo-4-phenylphenol (71031-48-6) + methyl iodide (74-88-4) → 3-iodo-4-methoxy-1,1′-biphenyl (91718-20-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 90h;

Reference yield:

4-Phenylphenol (92-69-3) → 3-iodo-4-methoxy-1,1′-biphenyl (91718-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid; N-iodo-succinimide / dichloromethane / 8 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 50 °C

With N-iodo-succinimide; potassium carbonate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jacs.9b12355

upstream raw materials:

(5-Bromo-2-methoxy-phenyl)-chloromethoxymethyl-dimethyl-silane

phenylboronic acid

2,4-dibromoanisole

2-iodo-4-phenylphenol

Downstream raw materials:

2-iodo-4-phenylphenol

Refernces

• 1、 Dong, Guangbin,Liu, Peng,Wang, Jianchun,Xu, Xiaolong,Zhou, Yun. "Entry to 1,2,3,4-Tetrasubstituted Arenes through Addressing the " Meta Constraint" in the Palladium/Norbornene Catalysis". supporting information. p. 3050 - 3059. Retrieved 2020/03/10.
• 2、 Henry, Martyn C.,McGrory, Rochelle,Faggyas, Réka J.,Mostafa, Mohamed A. B.,Sutherland, Andrew. "One-pot ortho-amination of aryl C-H bonds using consecutive iron and copper catalysis". . p. 4629 - 4639. Retrieved 2019/05/17.